System-generated user-facing notices, dialogs, and warnings in privacy and security interventions present the opportunity to support users in making informed decisions about identified risks. However, too often, they are bypassed, ignored, and mindlessly clicked through, mainly in connection to the well-studied effect of user fatigue and habituation. The contribution of this position paper is to provide a summarized review of established and emergent design dimensions and principles to limit such risk-prone behavior, and to identify three emergent research and design directions for privacy-enhancing dialogs.